#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:15:59 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301787 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/14/1561405.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1561405
loop_
_publ_author_name
'Wang, Jin-Hua'
'Zhang, E.'
'Tang, Gui-Mei'
'Wang, Yong-Tao'
'Cui, Yue-Zhi'
'Ng, Seik Weng'
_publ_section_title
;
 Novel bipyridinyl oxadiazole-based metal coordination complexes: High
 efficient and green synthesis of 3,4-dihydropyrimidin-2(1H)-ones through
 the Biginelli reactions
;
_journal_name_full               'Journal of Solid State Chemistry'
_journal_page_first              86
_journal_page_last               98
_journal_paper_doi               10.1016/j.jssc.2016.05.009
_journal_volume                  241
_journal_year                    2016
_chemical_formula_sum            'C36 H40 Co N10 O14 S2'
_chemical_formula_weight         959.83
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.6260(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.81660(10)
_cell_length_b                   7.62650(10)
_cell_length_c                   26.3035(3)
_cell_measurement_reflns_used    4206
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.86
_cell_measurement_theta_min      2.84
_cell_volume                     2155.36(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            14976
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.96
_exptl_absorpt_coefficient_mu    0.572
_exptl_absorpt_correction_T_max  0.8942
_exptl_absorpt_correction_T_min  0.8471
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             994
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.761
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4932
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0421
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0633P)²+0.6103P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1100
_refine_ls_wR_factor_ref         0.1223
_reflns_number_gt                3650
_reflns_number_total             4932
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            JSSC-2016-241-86.cif
_cod_data_source_block           compound_2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8369 2020-08-20 11:38:08Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1561405
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.0000 0.0000 0.0000 0.03547(14) Uani 1 2 d S . .
S1 S 0.15863(6) 0.46053(8) 0.11153(2) 0.04222(17) Uani 1 1 d . . .
O1 O -0.08774(15) 0.0429(2) 0.26872(5) 0.0411(4) Uani 1 1 d . . .
O1W O -0.03147(18) 0.2689(2) -0.00361(6) 0.0550(5) Uani 1 1 d . . .
H1WA H 0.0001 0.3362 0.0202 0.082 Uiso 1 1 d R . .
H1WB H -0.0522 0.3453 -0.0266 0.082 Uiso 1 1 d R . .
O2W O 0.18580(16) 0.0487(2) 0.02607(6) 0.0528(5) Uani 1 1 d . . .
H2WA H 0.2072 0.0646 0.0579 0.079 Uiso 1 1 d R . .
H2WB H 0.2437 -0.0263 0.0324 0.079 Uiso 1 1 d R . .
O2 O 0.22707(18) 0.3088(3) 0.09664(7) 0.0605(5) Uani 1 1 d . . .
O3 O 0.03780(18) 0.4813(2) 0.08111(6) 0.0531(5) Uani 1 1 d . . .
O3W O 0.3644(2) 0.7999(4) 0.04364(9) 0.0688(6) Uani 1 1 d . . .
H3WA H 0.328(3) 0.724(5) 0.0604(13) 0.087(13) Uiso 1 1 d . . .
H3WB H 0.386(3) 0.738(5) 0.0193(13) 0.085(12) Uiso 1 1 d . . .
O4 O 0.23127(17) 0.6211(2) 0.11168(6) 0.0543(5) Uani 1 1 d . . .
N1 N -0.04629(19) 0.0186(2) 0.07756(7) 0.0392(4) Uani 1 1 d . . .
N2 N -0.2356(2) 0.2223(3) 0.23550(8) 0.0523(5) Uani 1 1 d . . .
N3 N -0.2393(2) 0.2147(3) 0.28850(8) 0.0554(6) Uani 1 1 d . . .
N4 N -0.0935(3) -0.0985(5) 0.45623(8) 0.0804(9) Uani 1 1 d . . .
N5 N 0.0890(3) 0.3853(4) 0.33016(8) 0.0788(8) Uani 1 1 d . . .
H5B H 0.1375 0.3178 0.3496 0.095 Uiso 1 1 calc R . .
H5C H 0.0325 0.4451 0.3428 0.095 Uiso 1 1 calc R . .
C1 C -0.1505(2) 0.1026(4) 0.08531(9) 0.0523(7) Uani 1 1 d . . .
H1A H -0.2029 0.1402 0.0569 0.063 Uiso 1 1 calc R . .
C2 C -0.1848(2) 0.1366(4) 0.13299(9) 0.0518(7) Uani 1 1 d . . .
H2A H -0.2579 0.1972 0.1364 0.062 Uiso 1 1 calc R . .
C3 C -0.1096(2) 0.0799(3) 0.17564(8) 0.0361(5) Uani 1 1 d . . .
C4 C -0.0019(2) -0.0098(3) 0.16858(8) 0.0396(5) Uani 1 1 d . . .
H4A H 0.0509 -0.0508 0.1965 0.048 Uiso 1 1 calc R . .
C5 C 0.0256(2) -0.0374(3) 0.11918(8) 0.0409(5) Uani 1 1 d . . .
H5A H 0.0981 -0.0981 0.1146 0.049 Uiso 1 1 calc R . .
C6 C -0.1470(2) 0.1190(3) 0.22597(8) 0.0390(5) Uani 1 1 d . . .
C7 C -0.1527(2) 0.1084(4) 0.30594(8) 0.0454(6) Uani 1 1 d . . .
C8 C -0.1250(3) 0.0445(4) 0.35839(9) 0.0508(7) Uani 1 1 d . . .
C9 C -0.2014(3) 0.0946(5) 0.39464(10) 0.0708(9) Uani 1 1 d . . .
H9A H -0.2643 0.1767 0.3869 0.085 Uiso 1 1 calc R . .
C10 C -0.1816(4) 0.0198(6) 0.44242(11) 0.0846(12) Uani 1 1 d . . .
H10A H -0.2330 0.0540 0.4666 0.102 Uiso 1 1 calc R . .
C11 C -0.0195(3) -0.1390(5) 0.42182(10) 0.0770(11) Uani 1 1 d . . .
H11A H 0.0452 -0.2171 0.4312 0.092 Uiso 1 1 calc R . .
C12 C -0.0315(3) -0.0726(5) 0.37243(10) 0.0636(8) Uani 1 1 d . . .
H12A H 0.0229 -0.1070 0.3494 0.076 Uiso 1 1 calc R . .
C13 C 0.1019(2) 0.3977(4) 0.27880(9) 0.0481(6) Uani 1 1 d . . .
C14 C 0.1924(2) 0.3024(4) 0.25779(9) 0.0525(7) Uani 1 1 d . . .
H14A H 0.2441 0.2275 0.2785 0.063 Uiso 1 1 calc R . .
C15 C 0.2069(2) 0.3168(3) 0.20687(9) 0.0468(6) Uani 1 1 d . . .
H15A H 0.2686 0.2526 0.1935 0.056 Uiso 1 1 calc R . .
C16 C 0.1297(2) 0.4271(3) 0.17502(8) 0.0366(5) Uani 1 1 d . . .
C17 C 0.0369(2) 0.5194(3) 0.19532(9) 0.0415(5) Uani 1 1 d . . .
H17A H -0.0167 0.5907 0.1742 0.050 Uiso 1 1 calc R . .
C18 C 0.0234(2) 0.5061(3) 0.24683(9) 0.0477(6) Uani 1 1 d . . .
H18A H -0.0385 0.5699 0.2603 0.057 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1W Co1 O1W 180.00(10) . 3
O1W Co1 O2W 89.19(7) . .
O1W Co1 O2W 90.81(7) 3 .
O1W Co1 O2W 90.81(7) . 3
O1W Co1 O2W 89.19(7) 3 3
O2W Co1 O2W 180.00(13) . 3
O1W Co1 N1 94.36(6) . 3
O1W Co1 N1 85.64(6) 3 3
O2W Co1 N1 90.15(7) . 3
O2W Co1 N1 89.85(7) 3 3
O1W Co1 N1 85.64(6) . .
O1W Co1 N1 94.36(6) 3 .
O2W Co1 N1 89.85(7) . .
O2W Co1 N1 90.15(7) 3 .
N1 Co1 N1 180.00(10) 3 .
O2 S1 O4 112.31(12) . .
O2 S1 O3 113.00(11) . .
O4 S1 O3 111.06(11) . .
O2 S1 C16 107.09(11) . .
O4 S1 C16 105.98(10) . .
O3 S1 C16 106.91(11) . .
C6 O1 C7 101.79(19) . .
Co1 O1W H1WA 120.8 . .
Co1 O1W H1WB 137.4 . .
H1WA O1W H1WB 99.3 . .
Co1 O2W H2WA 119.5 . .
Co1 O2W H2WB 127.3 . .
H2WA O2W H2WB 78.1 . .
H3WA O3W H3WB 101(3) . .
C1 N1 C5 116.77(19) . .
C1 N1 Co1 117.92(15) . .
C5 N1 Co1 125.15(16) . .
C6 N2 N3 106.0(2) . .
C7 N3 N2 106.2(2) . .
C11 N4 C10 116.4(3) . .
C13 N5 H5B 120.0 . .
C13 N5 H5C 120.0 . .
H5B N5 H5C 120.0 . .
N1 C1 C2 123.6(2) . .
N1 C1 H1A 118.2 . .
C2 C1 H1A 118.2 . .
C1 C2 C3 119.2(2) . .
C1 C2 H2A 120.4 . .
C3 C2 H2A 120.4 . .
C2 C3 C4 118.3(2) . .
C2 C3 C6 118.4(2) . .
C4 C3 C6 123.3(2) . .
C3 C4 C5 118.6(2) . .
C3 C4 H4A 120.7 . .
C5 C4 H4A 120.7 . .
N1 C5 C4 123.6(2) . .
N1 C5 H5A 118.2 . .
C4 C5 H5A 118.2 . .
N2 C6 O1 113.02(19) . .
N2 C6 C3 126.3(2) . .
O1 C6 C3 120.7(2) . .
N3 C7 O1 113.0(2) . .
N3 C7 C8 127.6(2) . .
O1 C7 C8 119.3(2) . .
C12 C8 C9 118.4(3) . .
C12 C8 C7 122.5(2) . .
C9 C8 C7 119.0(3) . .
C10 C9 C8 118.2(4) . .
C10 C9 H9A 120.9 . .
C8 C9 H9A 120.9 . .
N4 C10 C9 124.2(3) . .
N4 C10 H10A 117.9 . .
C9 C10 H10A 117.9 . .
N4 C11 C12 124.2(4) . .
N4 C11 H11A 117.9 . .
C12 C11 H11A 117.9 . .
C8 C12 C11 118.5(3) . .
C8 C12 H12A 120.7 . .
C11 C12 H12A 120.7 . .
N5 C13 C14 120.8(2) . .
N5 C13 C18 120.6(3) . .
C14 C13 C18 118.7(2) . .
C15 C14 C13 120.9(2) . .
C15 C14 H14A 119.6 . .
C13 C14 H14A 119.6 . .
C14 C15 C16 120.5(2) . .
C14 C15 H15A 119.7 . .
C16 C15 H15A 119.7 . .
C17 C16 C15 119.1(2) . .
C17 C16 S1 120.76(16) . .
C15 C16 S1 119.98(19) . .
C16 C17 C18 120.3(2) . .
C16 C17 H17A 119.9 . .
C18 C17 H17A 119.9 . .
C17 C18 C13 120.6(2) . .
C17 C18 H18A 119.7 . .
C13 C18 H18A 119.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O1W 2.0796(17) .
Co1 O1W 2.0796(17) 3
Co1 O2W 2.0806(17) .
Co1 O2W 2.0806(17) 3
Co1 N1 2.1606(18) 3
Co1 N1 2.1606(18) .
S1 O2 1.4517(19) .
S1 O4 1.4545(18) .
S1 O3 1.4601(18) .
S1 C16 1.753(2) .
O1 C6 1.359(3) .
O1 C7 1.364(3) .
O1W H1WA 0.8500 .
O1W H1WB 0.8500 .
O2W H2WA 0.8500 .
O2W H2WB 0.8500 .
O3W H3WA 0.85(4) .
O3W H3WB 0.85(4) .
N1 C1 1.333(3) .
N1 C5 1.338(3) .
N2 C6 1.287(3) .
N2 N3 1.400(3) .
N3 C7 1.282(3) .
N4 C11 1.313(4) .
N4 C10 1.332(5) .
N5 C13 1.377(3) .
N5 H5B 0.8600 .
N5 H5C 0.8600 .
C1 C2 1.373(3) .
C1 H1A 0.9300 .
C2 C3 1.377(3) .
C2 H2A 0.9300 .
C3 C4 1.382(3) .
C3 C6 1.459(3) .
C4 C5 1.382(3) .
C4 H4A 0.9300 .
C5 H5A 0.9300 .
C7 C8 1.461(3) .
C8 C12 1.368(4) .
C8 C9 1.385(4) .
C9 C10 1.374(5) .
C9 H9A 0.9300 .
C10 H10A 0.9300 .
C11 C12 1.386(4) .
C11 H11A 0.9300 .
C12 H12A 0.9300 .
C13 C14 1.385(4) .
C13 C18 1.395(3) .
C14 C15 1.371(3) .
C14 H14A 0.9300 .
C15 C16 1.394(3) .
C15 H15A 0.9300 .
C16 C17 1.383(3) .
C17 C18 1.383(3) .
C17 H17A 0.9300 .
C18 H18A 0.9300 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168307373
